4-N-BOC-AMINO-CYCLOHEXANOL Chemical Properties

Melting point:

170.0 to 174.0 °C

Boiling point:

337.7±31.0 °C(Predicted)

Density 

1.06±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform, Dichloromethane, DMSO, Methanol

form 

Solid

pka

12.36±0.40(Predicted)

color 

White

InChI

InChI=1S/C11H21NO3/c1-11(2,3)15-10(14)12-8-4-6-9(13)7-5-8/h8-9,13H,4-7H2,1-3H3,(H,12,14)

InChIKey

DQARDWKWPIRJEH-UHFFFAOYSA-N

SMILES

C(OC(C)(C)C)(=O)NC1CCC(O)CC1

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

22-50

Safety Statements 

61

HS Code 

2924.29.9500

4-N-BOC-AMINO-CYCLOHEXANOL Usage And Synthesis

Chemical Properties

White Solid

Synthesis Reference(s)

Chemistry Letters, 22, p. 1273, 1993
Tetrahedron Letters, 33, p. 2677, 1992 DOI: 10.1016/S0040-4039(00)79055-1

Synthesis

General procedure: di-tert-butyl dicarbonate (4.087 mL, 21.01 mmol) and diisopropylethylamine (2.87 mL, 17.4 mmol) were dissolved in anhydrous THF (60 mL) under nitrogen protection. Subsequently, (1R,4R)-4-aminocyclohexanol (2.00 g, 17.4 mmol) was slowly added to this solution. The reaction mixture was stirred at room temperature (25°C) for 4 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the mixture was concentrated to dryness in a rotary evaporator. The residue was dried overnight under high vacuum to afford 4-(Boc-amino)cyclohexanol as a white solid (3.49 g, 87.0% yield). The product could be used in subsequent reactions without further purification.

References

[1] Patent: WO2017/100662, 2017, A1. Location in patent: Page/Page column 103; 123
[2] Patent: WO2013/107405, 2013, A1. Location in patent: Page/Page column 48-49
[3] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 7, p. 2017 - 2021
[4] Patent: US5516806, 1996, A
[5] Patent: WO2013/107291, 2013, A1. Location in patent: Page/Page column 63; 64

4-N-BOC-AMINO-CYCLOHEXANOL(224309-64-2)Related Product Information

• 2-N-BOC-AMINO-CYCLOHEXANOL
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